콩 배아로 부터 Isoflavone과 Soyasaponin의 동시 분리
The objective of present study was to simultaneously isolate of isoflavone and soyasaponin compounds from the germ of soybean seeds. Soy germ flours were defatted with hexane for 48h at room temperature, and methanolic extracts were prepared using reflux apparatus at 90℃ for 6h, two times. After ext...
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| Published in | Korean journal of crop science Vol. 58; no. 2; pp. 149 - 160 |
|---|---|
| Main Authors | , , , , , , , , , , , , , , , , , , , , , , , , , , , , , |
| Format | Journal Article |
| Language | Korean |
| Published |
한국작물학회
30.06.2013
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| Subjects | |
| Online Access | Get full text |
| ISSN | 0252-9777 2287-8432 |
| DOI | 10.7740/kjcs.2013.58.2.149 |
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| Abstract | The objective of present study was to simultaneously isolate of isoflavone and soyasaponin compounds from the germ of soybean seeds. Soy germ flours were defatted with hexane for 48h at room temperature, and methanolic extracts were prepared using reflux apparatus at 90℃ for 6h, two times. After extraction, extracts were separated with preparative RP-C18 packing column (125 Å, 55-105 μm, 40×150mm), and collected 52 fractions were identified with TLC plate (Kieselgel 60 F-254) and HPLC, respectively. Among the identified isoflavone and soyasaponin fractions, isoflavone fractions were re-separated using a recycling HPLC with gel permeation column (Jaigel-W252, 20×500mm). Final fractions were air-dried, and the purified compounds of two isoflavones (ISF-1-1, ISF-1-2) and four soyasaponins (SAP-1, SAP-2, SAP-3, SAP-4) were obtained. Two isoflavone compounds (ISF-1-1, ISF-1-2) were acid-hydrolyzed for the identification of their aglycones, and confirmed by comparing with 12 types of isoflavone isomers. While the four kinds of soyasaponins were identified by using a micro Q-TOF mass spectrometer in the ESI positive mode with capillary voltage of 4.5kV, and dry temperature of 200℃. Base on the obtained results, it was conclude that ISF-1-1 is the mixture isomers of daidzin (43.4%), glycitin (47.0%), and genistin (9.6%), but ISF-1-2 is the single compound of genistin (99.8% <). On the other hand, soyasaponin SAP-1 is the mixture compounds of soyasaponin A-group (Aa, Ab, Ac, Ae, Af); SAP-2 is soyasaponin B-group (Ba, Bb, Bc) and E-group (Bd, Be); SAP-3 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (βg); SAP-4 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (βg, βa), respectively. |
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| AbstractList | The objective of present study was to simultaneously isolate of isoflavone and soyasaponin compounds from the germ of soybean seeds. Soy germ flours were defatted with hexane for 48h at room temperature, and methanolic extracts were prepared using reflux apparatus at 90℃ for 6h, two times. After extraction,extracts were separated with preparative RP-C18 packing column (125 Å, 55-105 μm, 40×150mm), and collected 52fractions were identified with TLC plate (Kieselgel 60F-254) and HPLC, respectively. Among the identified isoflavone and soyasaponin fractions, isoflavone fractions were re-separated using a recycling HPLC with gel permeation column (Jaigel-W252, 20×500mm). Final fractions were air-dried, and the purified compounds of two isoflavones (ISF-1-1, ISF-1-2) and four soyasaponins (SAP-1, SAP-2,SAP-3, SAP-4) were obtained. Two isoflavone compounds (ISF-1-1, ISF-1-2) were acid-hydrolyzed for the identification of their aglycones, and confirmed by comparing with 12types of isoflavone isomers. While the four kinds of soyasaponins were identified by using a micro Q-TOF mass spectrometer in the ESI positive mode with capillary voltage of 4.5kV, and dry temperature of 200℃. Base on the obtained results, it was conclude that ISF-1-1 is the mixture isomers of daidzin (43.4%), glycitin (47.0%), and genistin (9.6%), but ISF-1-2 is the single compound of genistin (99.8% <). On the other hand, soyasaponin SAP-1is the mixture compounds of soyasaponin A-group (Aa,Ab, Ac, Ae, Af); SAP-2 is soyasaponin B-group (Ba, Bb,Bc) and E-group (Bd, Be); SAP-3 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (βg);SAP-4 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd,Be), and DDMP-group (βg, βa), respectively KCI Citation Count: 1 The objective of present study was to simultaneously isolate of isoflavone and soyasaponin compounds from the germ of soybean seeds. Soy germ flours were defatted with hexane for 48h at room temperature, and methanolic extracts were prepared using reflux apparatus at 90℃ for 6h, two times. After extraction, extracts were separated with preparative RP-C18 packing column (125 Å, 55-105 μm, 40×150mm), and collected 52 fractions were identified with TLC plate (Kieselgel 60 F-254) and HPLC, respectively. Among the identified isoflavone and soyasaponin fractions, isoflavone fractions were re-separated using a recycling HPLC with gel permeation column (Jaigel-W252, 20×500mm). Final fractions were air-dried, and the purified compounds of two isoflavones (ISF-1-1, ISF-1-2) and four soyasaponins (SAP-1, SAP-2, SAP-3, SAP-4) were obtained. Two isoflavone compounds (ISF-1-1, ISF-1-2) were acid-hydrolyzed for the identification of their aglycones, and confirmed by comparing with 12 types of isoflavone isomers. While the four kinds of soyasaponins were identified by using a micro Q-TOF mass spectrometer in the ESI positive mode with capillary voltage of 4.5kV, and dry temperature of 200℃. Base on the obtained results, it was conclude that ISF-1-1 is the mixture isomers of daidzin (43.4%), glycitin (47.0%), and genistin (9.6%), but ISF-1-2 is the single compound of genistin (99.8% <). On the other hand, soyasaponin SAP-1 is the mixture compounds of soyasaponin A-group (Aa, Ab, Ac, Ae, Af); SAP-2 is soyasaponin B-group (Ba, Bb, Bc) and E-group (Bd, Be); SAP-3 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (βg); SAP-4 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (βg, βa), respectively. 콩 관련 제품을 생산하는 과정에서 발생되는 부산물은 가축의 사료 및 퇴비 등에 이용되고 있으나 일부는 폐기물로처리되어 추가 비용 및 각종 환경오염을 유발하는 등 사회적인 문제점으로 지적되고 있다. 따라서 본 연구에서는 가공 부산물로 다량 발생되는 콩 배아를 활용하여 생리활성물질인 isoflavone과 soyasaponin을 동시에 분리하는 방법을개발하고자 실시하였다.1. 콩 배아 methanol 추출물을 preparative C18 column에 주입하고, 210 nm의 파장에서 0.5% 초산 용액 30%로부터100% acetonitrile까지 분당 15mL의 유속으로 53분간흘려주어 isoflavone과 soyasaponin 분획을 동시에 분리하였다.2. Preparative C18 column으로 분리된 isoflavone 및 soyasaponin분획은 동결건조시켜 isoflavone 분말 ISF-1과 soyasaponinSAP-1, SAP-2, SAP-3 및 SAP-4의 분말을 얻었다.3. Isoflavone 분획 ISF-1의 재분리는 젤투과 컬럼에서100% acetonitrile을 분당 5 mL가 되도록 흘려주면서254nm 파장에서 관찰하여 2종의 분획 ISF-1-1 및ISF-1-2을 분리하였다.4. 분리된 2종의 isoflavone 중 ISF-1-1은 그 조성이daidzin, glycitin 및 genistin 이고, ISF-1-2는 genistin 단일물질이 주성분인 것으로 나타났다.5. 분리된 4종의 soyasaponin 중 SP-1은 soyasaponin A계열인 Aa(MW: 1364), Ab(MW: 1436), Ac(MW: 1420),Ae(MW: 1202), Af(MW: 1274), SAP-2는 B계열인 Ba(MW: 958), Bb(MW: 942), Bc(MW: 912)와 E계열인Bd(MW: 956), Be(MW: 940), SAP-3는 B계열인 Ba,Bb, Bc, E계열인 Bd, Be와 DDMP계열인 βg(MW:1068), SAP-4는 B계열인 Ba, Bb, Bc, E계열인 Bd, Be와 DDMP계열인 βg, βa(MW: 1038)가 주성분임을 알 수 있었다. The objective of present study was to simultaneously isolate of isoflavone and soyasaponin compounds from the germ of soybean seeds. Soy germ flours were defatted with hexane for 48h at room temperature, and methanolic extracts were prepared using reflux apparatus at 90℃ for 6h, two times. After extraction, extracts were separated with preparative RP-C18 packing column (125 Å, 55-105 μm, 40×150mm), and collected 52 fractions were identified with TLC plate (Kieselgel 60 F-254) and HPLC, respectively. Among the identified isoflavone and soyasaponin fractions, isoflavone fractions were re-separated using a recycling HPLC with gel permeation column (Jaigel-W252, 20×500mm). Final fractions were air-dried, and the purified compounds of two isoflavones (ISF-1-1, ISF-1-2) and four soyasaponins (SAP-1, SAP-2, SAP-3, SAP-4) were obtained. Two isoflavone compounds (ISF-1-1, ISF-1-2) were acid-hydrolyzed for the identification of their aglycones, and confirmed by comparing with 12 types of isoflavone isomers. While the four kinds of soyasaponins were identified by using a micro Q-TOF mass spectrometer in the ESI positive mode with capillary voltage of 4.5kV, and dry temperature of 200℃. Base on the obtained results, it was conclude that ISF-1-1 is the mixture isomers of daidzin (43.4%), glycitin (47.0%), and genistin (9.6%), but ISF-1-2 is the single compound of genistin (99.8% <). On the other hand, soyasaponin SAP-1 is the mixture compounds of soyasaponin A-group (Aa, Ab, Ac, Ae, Af); SAP-2 is soyasaponin B-group (Ba, Bb, Bc) and E-group (Bd, Be); SAP-3 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (βg); SAP-4 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (βg, βa), respectively. The objective of present study was to simultaneously isolate of isoflavone and soyasaponin compounds from the germ of soybean seeds. Soy germ flours were defatted with hexane for 48h at room temperature, and methanolic extracts were prepared using reflux apparatus at $90^{\circ}C$ for 6h, two times. After extraction, extracts were separated with preparative RP-$C_{18}$ packing column ($125{\AA}$, $55-105{\mu}m$, $40{\times}150mm$), and collected 52 fractions were identified with TLC plate (Kieselgel 60 F-254) and HPLC, respectively. Among the identified isoflavone and soyasaponin fractions, isoflavone fractions were re-separated using a recycling HPLC with gel permeation column (Jaigel-W252, $20{\times}500mm$). Final fractions were air-dried, and the purified compounds of two isoflavones (ISF-1-1, ISF-1-2) and four soyasaponins (SAP-1, SAP-2, SAP-3, SAP-4) were obtained. Two isoflavone compounds (ISF-1-1, ISF-1-2) were acid-hydrolyzed for the identification of their aglycones, and confirmed by comparing with 12 types of isoflavone isomers. While the four kinds of soyasaponins were identified by using a micro Q-TOF mass spectrometer in the ESI positive mode with capillary voltage of 4.5kV, and dry temperature of $200^{\circ}C$. Base on the obtained results, it was conclude that ISF-1-1 is the mixture isomers of daidzin (43.4%), glycitin (47.0%), and genistin (9.6%), but ISF-1-2 is the single compound of genistin (99.8% <). On the other hand, soyasaponin SAP-1 is the mixture compounds of soyasaponin A-group (Aa, Ab, Ac, Ae, Af); SAP-2 is soyasaponin B-group (Ba, Bb, Bc) and E-group (Bd, Be); SAP-3 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (${\beta}g$); SAP-4 is soyasaponin B-group (Ba, Bb, Bc), E-group (Bd, Be), and DDMP-group (${\beta}g$, ${\beta}a$), respectively. 콩 관련 제품을 생산하는 과정에서 발생되는 부산물은 가축의 사료 및 퇴비 등에 이용되고 있으나 일부는 폐기물로 처리되어 추가 비용 및 각종 환경오염을 유발하는 등 사회적인 문제점으로 지적되고 있다. 따라서 본 연구에서는 가공 부산물로 다량 발생되는 콩 배아를 활용하여 생리활성물질인 isoflavone과 soyasaponin을 동시에 분리하는 방법을 개발하고자 실시하였다. 1. 콩 배아 methanol 추출물을 preparative $C_{18}$ column에 주입하고, 210 nm의 파장에서 0.5% 초산 용액 30%로부터 100% acetonitrile까지 분당 15mL의 유속으로 53분간 흘려주어 isoflavone과 soyasaponin 분획을 동시에 분리하였다. 2. Preparative $C_{18}$ column으로 분리된 isoflavone 및 soyasaponin 분획은 동결건조시켜 isoflavone 분말 ISF-1과 soyasaponin SAP-1, SAP-2, SAP-3 및 SAP-4의 분말을 얻었다. 3. Isoflavone 분획 ISF-1의 재분리는 젤투과 컬럼에서 100% acetonitrile을 분당 5 mL가 되도록 흘려주면서 254nm 파장에서 관찰하여 2종의 분획 ISF-1-1 및 ISF-1-2을 분리하였다. 4. 분리된 2종의 isoflavone 중 ISF-1-1은 그 조성이 daidzin, glycitin 및 genistin 이고, ISF-1-2는 genistin 단일물질이 주성분인 것으로 나타났다. 5. 분리된 4종의 soyasaponin 중 SP-1은 soyasaponin A계열인 Aa(MW: 1364), Ab(MW: 1436), Ac(MW: 1420), Ae(MW: 1202), Af(MW: 1274), SAP-2는 B계열인 Ba(MW: 958), Bb(MW: 942), Bc(MW: 912)와 E계열인 Bd(MW: 956), Be(MW: 940), SAP-3는 B계열인 Ba, Bb, Bc, E계열인 Bd, Be와 DDMP계열인 ${\beta}g$(MW: 1068), SAP-4는 B계열인 Ba, Bb, Bc, E계열인 Bd, Be와 DDMP계열인 ${\beta}g$, ${\beta}a$(MW: 1038)가 주성분임을 알 수 있었다. |
| Author | 김정태 Yu-young Lee 이춘기 이재은 이유영 Wook-han Kim Mi-jung Kim 정일민 Hong-sig Kim 권영업 김대욱 김홍식 Choon-ki Lee 정건호 이광식 Gun-ho Jung 김욱한 Ill-min Chung Sun-lim Kim 황태영 Dea-wook Kim Jae-eun Lee Kwang-sik Lee 김율호 김미정 Yul-ho Kim Tae-young Hwang 김선림 Jung-tae Kim Young-up Kwon |
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| DocumentTitleAlternate | 콩 배아로 부터 Isoflavone과 Soyasaponin의 동시 분리 Isolation of Isoflavones and Soyasaponins from the Germ of Soybean |
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| Snippet | The objective of present study was to simultaneously isolate of isoflavone and soyasaponin compounds from the germ of soybean seeds. Soy germ flours were... 콩 관련 제품을 생산하는 과정에서 발생되는 부산물은 가축의 사료 및 퇴비 등에 이용되고 있으나 일부는 폐기물로처리되어 추가 비용 및 각종 환경오염을 유발하는 등 사회적인 문제점으로 지적되고 있다. 따라서 본 연구에서는 가공 부산물로 다량 발생되는 콩 배아를 활용하여 생리활성물질인... |
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| SubjectTerms | isoflavone isolation soy germ soyasaponin soybean 농학 |
| Title | 콩 배아로 부터 Isoflavone과 Soyasaponin의 동시 분리 |
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| ispartofPNX | 한국작물학회지, 2013, 58(2), , pp.149-160 |
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